| Estelle | Dan Bern | 7:33 | |
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | |
| Prison On Route 41 | Calexico, Iron & Wine | 4:10 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Hammer Down | Magnolia Electric Co., Jason Molina | 4:05 | |
| Waiting On a Friend | Luna | 4:46 | |
| River Of No Return (feat. Neko Case) | Jon Rauhouse, Neko Case | 2:16 | |
| Head | Lydia Loveless | 4:21 | |
| Old Shoes | Tom Waits | 4:25 | |
| No Regrets | Karl Blau | 3:51 | |
| Can You Please Crawl Out Your Window? | The Hold Steady | 3:50 | |
| When I Was Drinking | Hem | 3:44 | |
| Rabbit Fur Coat | Jenny Lewis, The Watson Twins | 4:34 | |
| OMGCD | The Low Anthem | 1:53 | |
| Steve Earle | Lydia Loveless | 4:28 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| The Party's Over | Phosphorescent | 3:53 | |
| Late Bloomer | The Secret Sisters | 4:20 | |
| Letters & Drawings | Damien Jurado | 5:25 | |
| Until You Came Along | Golden Smog | 4:59 | |
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| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Thanks A Lot | Neko Case, Her Boyfriends | 2:37 | |
| Anna Leigh | The Sadies | 3:21 | |
| Before I Wake | John Doe, The Sadies | 2:31 | |
| Hanging on to You | Jay Farrar | 2:51 | |
| Stuck Inside of Mobile with the Memphis Blues Again | Cat Power | 6:53 | |
| Hex | Neko Case | 4:59 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| Tell Her What I Said | The Sadies | 4:53 | |
| Melt Your Heart | Jenny Lewis, The Watson Twins | 2:52 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Cryin' but My Tears Are Far Away | The Knitters | 3:37 | |
| It Just Dawned on Me | John Doe, The Sadies | 2:33 | |
| The Needle And The Damage Done | Laura Marling | 2:01 | |
| Sausalito | Conor Oberst | 3:10 | |
| dedication hour | M. Ward, Neko Case, Gabriel Kahane | 3:26 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
| I'm Over You | The Silos | 4:58 | |
| When The Day Is Short | Martha Wainwright | 3:46 | |
| Soldier, Soldier | Natalie Merchant | 3:45 | |
| Acid Tongue | Jenny Lewis | 3:50 | |
| Florida | Vic Chesnutt | 4:28 | |
| Supposed To Make You Happy | Tift Merritt | 4:19 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Down Low | Teddy Thompson | 5:52 | |
| Pull | Richard Buckner | 2:40 | |
| Precious Time | Maria McKee | 3:38 | |